CH278134A - Process for the preparation of p-ethyl-ureido-benzalthiosemicarbazone. - Google Patents
Process for the preparation of p-ethyl-ureido-benzalthiosemicarbazone.Info
- Publication number
- CH278134A CH278134A CH278134DA CH278134A CH 278134 A CH278134 A CH 278134A CH 278134D A CH278134D A CH 278134DA CH 278134 A CH278134 A CH 278134A
- Authority
- CH
- Switzerland
- Prior art keywords
- ethyl
- benzalthiosemicarbazone
- preparation
- ureido
- amino
- Prior art date
Links
Landscapes
- Medicinal Preparation (AREA)
Description
Verfahren zur Herstellung von p-Äthyl-ureido-benzalthiosemicarbazon. Im schweizerischen Patent Nr. 272422 ist i@ngeg-eben, dass p-Aniino-benzalthiosemicarba- tone eine hemmende Wirkung auf das Wachs tum von Tuberkelbazillen ausüben. Es wurde nun gefunden, dass auch p-Alkylureido-benzalthiosemicarbazone der Struktur:
EMI0001.0005
in ähnlicher Weise auf die Tuberkelbazillen einwirken. In der Formel steht R für einen aliphatischen Rest.
Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung von p--Xthyl- ureido-benzalthiosemicarbazon, welches da durch gekennzeichnet ist, dass man den Ä thyl- ester der Isocyansäure auf p-Amino-benzal- tliiosemicarbazon einwirken lässt. Die U mset- zung wird vorzugsweise in einem Lösungs mittel, wie z. B. Pyridin, Aceton, Diozan, vor genommen.
Beispiel: 32 Gewichtsteile p-Amino-benzalthiosemi- carbazon werden in 150 Gewichtsteilen Py ri- din gelöst und mit 19 Gewichtsteilen Ät.hyl- isocyanat versetzt. Die Lösung erwärmt sich spontan langsam bis auf etwa 35 . Sie wird nach 1 Stunde Stehen noch 1 Stunde auf dem Dampfbad erwärmt und sodann in verdünnte Salzsäure eingerührt. Dabei scheidet sich ein gelbliehes, bald erstarrendes Harz ab. Dieses wird abgesaugt und mit Wasser nach gewaschen.
Zur Reinigung wird es nun in etwa 1 Liter 51/oige :Natronlauge bei 30 bis 40 aufgenommen, die trübe Lösung mit Tierkohle versetzt und abgesaugt. Aus dem Filtrat wird das Produkt durch Ansäuern als gelbliches Pulver ausgefällt und nun in der gerade nöti gen Menge kochendem Alkohol gelöst und heiss mit dem doppelten Volumen heissem Wasser vermischt und erkalten gelassen.
Dabei scheidet sich das gebildete p-Äthyl- i:treido-benzalthioseniicarbazon der Formel:
EMI0001.0033
in feinen gelblichen Kristallen aus. F.220 (Zers.). Es soll für therapeutische Zwecke verwendet werden.
Process for the preparation of p-ethyl-ureido-benzalthiosemicarbazone. In Swiss patent no. 272422 it is stated that p-aniino-benzalthiosemicarbatones have an inhibiting effect on the growth of tubercle bacilli. It has now been found that p-Alkylureido-benzalthiosemicarbazones of the structure:
EMI0001.0005
act in a similar way on the tubercle bacilli. In the formula, R stands for an aliphatic radical.
The subject of the present patent is a process for the production of p-ethyl ureido-benzalthiosemicarbazone, which is characterized in that the ethyl ester of isocyanic acid is allowed to act on p-amino-benzaltliiosemicarbazone. The implementation is preferably medium in a solvent, such as. B. pyridine, acetone, diozane, taken before.
Example: 32 parts by weight of p-amino-benzalthiosemicarbazone are dissolved in 150 parts by weight of pyridine and 19 parts by weight of ethyl isocyanate are added. The solution slowly warms up spontaneously to about 35. After standing for 1 hour, it is heated for 1 hour on the steam bath and then stirred into dilute hydrochloric acid. A yellowish, soon-solidifying resin separates out. This is suctioned off and washed with water.
For cleaning, it is now taken up in about 1 liter of 51%: sodium hydroxide solution at 30 to 40, animal charcoal is added to the cloudy solution and suctioned off. The product is precipitated from the filtrate as a yellowish powder by acidification and is now dissolved in just the necessary amount of boiling alcohol and mixed with twice the volume of hot water and allowed to cool.
The formed p-ethyl- i: treido-benzalthioseniicarbazone of the formula:
EMI0001.0033
in fine yellowish crystals. F.220 (dec.). It is intended to be used for therapeutic purposes.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH278134T | 1949-12-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH278134A true CH278134A (en) | 1951-09-30 |
Family
ID=4481583
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH278134D CH278134A (en) | 1949-12-21 | 1949-05-24 | Process for the preparation of p-ethyl-ureido-benzalthiosemicarbazone. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH278134A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8765802B2 (en) | 2007-06-12 | 2014-07-01 | Provid Pharmaceuticals, Inc. | Kinase inhibitors, compositions thereof, and methods of use therewith |
-
1949
- 1949-05-24 CH CH278134D patent/CH278134A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8765802B2 (en) | 2007-06-12 | 2014-07-01 | Provid Pharmaceuticals, Inc. | Kinase inhibitors, compositions thereof, and methods of use therewith |
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